(2S,3R,4R,5S,6R)-2-[(3R,6E,10S)-3,10-dihydroxy-2,6,10-trimethyldodeca-6,11-dien-2-yl]-6-(hydroxymethyl)oxane-3,4,5-triol

Details

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Internal ID 3e8151f7-e3a5-437a-a3f2-b0b950d895db
Taxonomy Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
IUPAC Name (2S,3R,4R,5S,6R)-2-[(3R,6E,10S)-3,10-dihydroxy-2,6,10-trimethyldodeca-6,11-dien-2-yl]-6-(hydroxymethyl)oxane-3,4,5-triol
SMILES (Canonical) CC(=CCCC(C)(C=C)O)CCC(C(C)(C)C1C(C(C(C(O1)CO)O)O)O)O
SMILES (Isomeric) C/C(=C\CC[C@@](C)(C=C)O)/CC[C@H](C(C)(C)[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)O
InChI InChI=1S/C21H38O7/c1-6-21(5,27)11-7-8-13(2)9-10-15(23)20(3,4)19-18(26)17(25)16(24)14(12-22)28-19/h6,8,14-19,22-27H,1,7,9-12H2,2-5H3/b13-8+/t14-,15-,16-,17+,18-,19-,21-/m1/s1
InChI Key XKABYTOPIUAZRJ-JTIOTNEQSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H38O7
Molecular Weight 402.50 g/mol
Exact Mass 402.26175355 g/mol
Topological Polar Surface Area (TPSA) 131.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 0.66
H-Bond Acceptor 7
H-Bond Donor 6
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2S,3R,4R,5S,6R)-2-[(3R,6E,10S)-3,10-dihydroxy-2,6,10-trimethyldodeca-6,11-dien-2-yl]-6-(hydroxymethyl)oxane-3,4,5-triol

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.6959 69.59%
Caco-2 - 0.7326 73.26%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7224 72.24%
OATP2B1 inhibitior - 0.8606 86.06%
OATP1B1 inhibitior + 0.8607 86.07%
OATP1B3 inhibitior + 0.9068 90.68%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.5359 53.59%
BSEP inhibitior - 0.6559 65.59%
P-glycoprotein inhibitior - 0.7426 74.26%
P-glycoprotein substrate - 0.8034 80.34%
CYP3A4 substrate + 0.5920 59.20%
CYP2C9 substrate - 0.8004 80.04%
CYP2D6 substrate - 0.8077 80.77%
CYP3A4 inhibition - 0.7642 76.42%
CYP2C9 inhibition - 0.8152 81.52%
CYP2C19 inhibition - 0.7916 79.16%
CYP2D6 inhibition - 0.9298 92.98%
CYP1A2 inhibition - 0.8506 85.06%
CYP2C8 inhibition - 0.7726 77.26%
CYP inhibitory promiscuity - 0.9596 95.96%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.7242 72.42%
Eye corrosion - 0.9860 98.60%
Eye irritation - 0.9717 97.17%
Skin irritation - 0.6668 66.68%
Skin corrosion - 0.9527 95.27%
Ames mutagenesis - 0.6754 67.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7571 75.71%
Micronuclear - 0.9200 92.00%
Hepatotoxicity - 0.6613 66.13%
skin sensitisation - 0.7705 77.05%
Respiratory toxicity - 0.6889 68.89%
Reproductive toxicity + 0.5667 56.67%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.5987 59.87%
Acute Oral Toxicity (c) III 0.7194 71.94%
Estrogen receptor binding + 0.5983 59.83%
Androgen receptor binding - 0.5311 53.11%
Thyroid receptor binding + 0.6191 61.91%
Glucocorticoid receptor binding + 0.7469 74.69%
Aromatase binding + 0.6541 65.41%
PPAR gamma + 0.6072 60.72%
Honey bee toxicity - 0.7445 74.45%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.8761 87.61%

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3401 O75469 Pregnane X receptor 94.97% 94.73%
CHEMBL253 P34972 Cannabinoid CB2 receptor 92.68% 97.25%
CHEMBL2581 P07339 Cathepsin D 91.75% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.26% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 91.07% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.97% 91.11%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.03% 99.17%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 86.79% 96.47%
CHEMBL4581 P52732 Kinesin-like protein 1 82.93% 93.18%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 82.22% 97.47%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 82.15% 98.75%
CHEMBL3892 Q99500 Sphingosine 1-phosphate receptor Edg-3 81.45% 97.29%
CHEMBL3714130 P46095 G-protein coupled receptor 6 81.42% 97.36%
CHEMBL5163 Q9NY46 Sodium channel protein type III alpha subunit 80.90% 96.90%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.83% 89.00%
CHEMBL6136 O60341 Lysine-specific histone demethylase 1 80.36% 95.58%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
Amaranthus retroflexus

Cross-Links

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PubChem 101407082
LOTUS LTS0239326
wikiData Q105329371